People have been talking about Dylan playing on Letterman’s second to last show. This is an interesting article about Dylan’s first Letterman gig, when he was struggling in the 80’s, around the release of Infidels.
I’ve always loved Infidels. Dylan’s lyrics are amazing on that record. I also like the oddball combination of him with Sly and Robbie, the great reggae rhythm section. Another Dylan 80’s album I really like is Empire Burlesque. There are many that will bemoan the 80’s production, and I understand that urge, but the songs themselves are largely fantastic. Most Dylan fans will mention Dark Eyes, but Emotionally Yours, later made great by the O’Jays, is a fantastic ballad. Tight Connection to My Heart is also an excellent pop song with great lyrics. In some ways I feel like the 80’s production at times, if you can do away with your prejudice, makes lyrics like, “They’re beating the devil out of a guy who’s wearing a powder-blue whig”, even more insane and absurd, heightening the comedy.